Compare Windy Hill Guest House Rentals
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Featured Guest Houses in Windy Hill
Gemini House Bed & Breakfast
Plover Court 70 Inch Marlowe Christ Church
$112 nightly
The price is $133 total per night
$133 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Guests of Gemini House Bed & Breakfast enjoy free WiFi in public areas, a terrace, and laundry facilities. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with tours/tickets and securing valuables. Additional amenities include barbecue grills, a garden, and a picnic area.
Breakfast included
Parking included
Winchelsea Guesthouse
4th Avenue 72 West Terrace Gardens Husbands St. James
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $82 total per night
$82 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
Guests of Winchelsea Guesthouse have access to karaoke, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking if you drive. Staff members are on hand to provide dry cleaning/laundry services and luggage storage. Additional amenities include a microwave in a common area, a refrigerator in a common area, and a terrace.
Parking included
Free WiFi
Sunset Oasis
Piggott Road Derricks St. James
At Sunset Oasis, guests have access to free WiFi in public areas, spa services, and laundry facilities. Helpful staff is there to provide tour or ticket assistance, as well as offer insight about the area.
Spa
Free WiFi
We Stay Well Sanctuary Barbados - Wellness in Paradise
Waterford Bridgetown St. Michael
$155 nightly
The price is $186 total per night
$186 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
At We Stay Well Sanctuary Barbados - Wellness in Paradise, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. There's free parking and an area shuttle. The front desk has multilingual staff that can help with concierge services, and offer advice about sights and eateries nearby. Additional amenities include a terrace, laundry facilities, and wedding services.
Pool
Parking included
El Retreat Guest House
2nd Ave Dover St. Lawrence Gap Christ Church
Guests staying at El Retreat Guest House enjoy an outdoor pool, free WiFi in public areas, and a garden. There's free parking if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. This smoke-free guesthouse also has a picnic area.
Pool
Parking included
"LITTLE EDEN" Your Home Away From Home.
Enterprise Christ Church
$145 nightly
The price is $145 total per night
$145 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This guesthouse features a hot tub, an arcade/game room, and laundry facilities. This guesthouse also has barbecue grills.
Hot Tub
Air conditioning
HOLIDAY SPICE IS A HOME AWAY FROM HOME. APARTMENTS WITH BREEZE AND FAMILY TASTE
SAYERS COURT Christ Church
At this guesthouse, guests have access to an outdoor pool, laundry facilities, and a garden.
Pool
Free WiFi
One lovely apt- Home away from Home. fully furnished. Come to relax
Sayes Court Christ Church
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.
Air conditioning
Parking available
Haven House Apartments
Lot 3, Lodge Road, Newton Road Oistins
Haven House Apartments features free WiFi in public areas, meeting rooms, and express check-in. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 25 per vehicle one-way. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a terrace, a garden, and a picnic area.
Parking included
Free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotel Options in Windy Hill
The Crane Resort
Crane Diamond Valley St. Philip
$587 nightly
The price is $657 total per night from Jan 4 to Jan 5
$657 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
End of Belair Road Long Bay St. Philip
$733 nightly
The price is $816 total per night from Jan 3 to Jan 4
$816 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
7.6/10 Good! (549 reviews)
Hilton Barbados Resort
Needhams Point Bridgetown
$505 nightly
The price is $560 total per night from Dec 24 to Dec 25
$560 total
Dec 24 - Dec 25
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Windy Hill Guest Houses essential information
Accommodation | 13 Guest Houses |
|---|---|
Lowest Price | $82 |
Highest Price | $816 |
Popular accommodation | Gemini House Bed & Breakfast, Winchelsea Guesthouse, Sunset Oasis, We Stay Well Sanctuary Barbados - Wellness in Paradise, El Retreat Guest House, "LITTLE EDEN" Your Home Away From Home., HOLIDAY SPICE IS A HOME AWAY FROM HOME. APARTMENTS WITH BREEZE AND FAMILY TASTE, One lovely apt- Home away from Home. fully furnished. Come to relax, Haven House Apartments |